Benzoic anhydride

Benzoic anhydride

Names
Preferred IUPAC name Benzoic anhydride
Other names Benzoic acid anhydride Benzoyl anhydride Benzoyl benzoate
Identifiers
CAS Number	93-97-0 Y
3D model (JSmol)	Interactive image
Beilstein Reference	516726
ChemSpider	6899 Y
ECHA InfoCard	100.002.084
EC Number	202-291-1
PubChem CID	7167
InChI InChI=1S/C14H10O3/c15-13(11-7-3-1-4-8-11)17-14(16)12-9-5-2-6-10-12/h1-10H Y Key: CHIHQLCVLOXUJW-UHFFFAOYSA-N Y
SMILES c1ccc(cc1)C(=O)OC(=O)c2ccccc2
Properties
Chemical formula	C 14H 10O 3
Molar mass	226.23 g mol−1
Appearance	White to off-white solid
Density	1.1989 g cm−3 at 15 °C
Melting point	42 °C (108 °F; 315 K)
Boiling point	360 °C (680 °F; 633 K)
Magnetic susceptibility (χ)	-124.9·10−6 cm3/mol
Hazards
NFPA 704	2 1 1
Flash point	113 °C (235 °F; 386 K)
Related compounds
Related compounds	Benzoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Benzoic anhydride is the acid anhydride of benzoic acid. It is the simplest symmetrical aromatic acid anhydride. It can be produced by dehydrating benzoic acid. It provides a convenient way to prepare benzoic esters, which are more stable to hydrolysis than acetic esters and thus efficient at protecting alcohol function groups in a molecule.